4-Isocyanobenzophenone

Base Information

• Chemical Name: 4-Isocyanobenzophenone
• CAS No.: 3128-83-4
• Molecular Formula: C14H9NO
• Molecular Weight: 207.232
• Hs Code.: 29269090
• DSSTox Substance ID: DTXSID20185202
• Nikkaji Number: J640.984I
• Wikidata: Q83056198
• Mol file: 3128-83-4.mol

Synonyms:4-Isocyanobenzophenone;3128-83-4;(4-isocyanophenyl)(phenyl)methanone;(4-isocyanophenyl)-phenylmethanone;p-Benzoylphenyl isocyanide;Phenyl isocyanide, p-benzoyl-;Methanone,(4-isocyanophenyl)phenyl-;DTXSID20185202;1-BENZOYL-4-ISOCYANOBENZENE;AKOS015959045;AS-62495;E74247

Chemical Property of 4-Isocyanobenzophenone

Chemical Property:

• Melting Point: 79-84 °C
• PSA: 17.07000
• LogP: 2.69910
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 207.068413911
• Heavy Atom Count: 16
• Complexity: 287

Purity/Quality:

99% ^*data from raw suppliers

4-Isocyanobenzophenone 98% ^*data from reagent suppliers

Safty Information:

• Statements: 22
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [C-]#[N+]C1=CC=C(C=C1)C(=O)C2=CC=CC=C2

Technology Process of 4-Isocyanobenzophenone

There total 5 articles about 4-Isocyanobenzophenone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

N-(4-benzoylphenyl)formamide (86490-71-3) → (4-isocyanophenyl)(phenyl)methanone (3128-83-4)

Guidance literature:

With triethylamine; trichlorophosphate; In tetrahydrofuran; at -65 - 20 ℃;

DOI:10.1055/s-0030-1258182

Reference yield:

para-iodophenyl isocyanate (66885-67-4) + benzoyl chloride (98-88-4) → (4-isocyanophenyl)(phenyl)methanone (3128-83-4)

Guidance literature:

With silver(I) acetate; potassium; pyrographite; lithium chloride; zinc(II) chloride; Yield given. Multistep reaction; 1.) 160 deg C, 15 min, 2.) THF, 25 deg C, 3.) THF, -60 deg C, 4.) -10 deg C, 14 h;

DOI:10.1016/S0040-4039(00)79962-X

Reference yield:

aniline (62-53-3) → (4-isocyanophenyl)(phenyl)methanone (3128-83-4)

Guidance literature:

Multi-step reaction with 3 steps

2: zinc chloride / 180 °C / Kochen des Produkts mit alkoh. Kali

3: alcoholic potash

With potassium carbonate; zinc(II) chloride;

upstream raw materials:

para-iodophenyl isocyanate

benzoyl chloride

chloroform

(4-aminophenyl)(phenyl)methanone

Downstream raw materials:

2-oxo-1-benzyl-2-{[4-(phenylcarbonyl)phenyl]amino}ethyl benzoate

N-[(benzyloxy)carbonyl]glycyl-N₂-benzyl-N-[4-(phenylcarbonyl)phenyl]valinamide

Refernces

• 1、 Hu, Zhongyan,Dong, Jinhuan,Men, Yang,Lin, Zhichen,Cai, Jinxiong,Xu, Xianxiu. "Silver-Catalyzed Chemoselective [4+2] Annulation of Two Isocyanides: A General Route to Pyridone-Fused Carbo- and Heterocycles". supporting information. p. 1805 - 1809. Retrieved 2017/02/05.
• 2、 Fuerstner, Alois,Singer, Robert,Knochel, Paul. "A Convenient Preparation of Functionalized Arylzinc Compounds by the Reaction of Zinc/Silver-Graphite with Aryl Iodides.". . p. 1047 - 1050. Retrieved 2007/10/02.